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$1,099,000
3 Beds 2 Baths ML82052845 MLS
Nestled among majestic redwoods on desirable Glenwood Drive, this peaceful mountain retreat offers the perfect blend of privacy, natural beauty, and modern comfort. A quiet, tree-lined approach welcomes you home, where expansive decks and tranquil gardens invite you to relax and enjoy the serene surroundings. Inside, soaring open-beam ceilings, skylights, and abundant natural light create a warm, inviting atmosphere. The updated kitchen features quartz countertops, stainless steel appliances, and opens seamlessly to the living and dining areas, anchored by a cozy pellet stove. The main level includes two bedrooms and a full bath, while the lower level offers a private-entry guest suite with its own bedroom, bath, and kitchenette, ideal for extended family, guests, a home office, or multi-generational living. Outside, enjoy a rare flat, sun-filled backyard with raised garden beds, a pergola-covered patio, detached studio, and private sauna with outdoor shower. Recent upgrades include an underpinned foundation and updated septic system. Located in the Scotts Valley school district with high-speed internet and easy Highway 17 access, this is mountain living at its best.

24250 Glenwood DR, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

$1,600,000
3 Beds 2 Baths ML82050523 MLS
Beautifully updated single story retreat home perched in the Los Gatos hills is everything you've waited for! Every inch radiates pride of ownership. Enter to wide plank floors and spacious vaulted ceilings and open kitchen/living/dining floorplan that feels crisp, modern and inviting. Lovely barnwood wall with fireplace and large high quality windows and sliders for beautiful light throughout and breathtaking mountain views. Gourmet Kitchen features stunning marble counters, oversize breakfast bar, wine refrigerator, great storage/pantry and high-end stainless steel appliances with 6 burner chef's stove. Separate laundry room. Fantastic Primary suite with bathroom and walk-in closets, 3rd bedroom is double sized, makes for great office/playroom combo. This home is as efficient as it is beautiful, boasting a 2016 roof and a 2019 solar system with two Tesla Powerwalls. Central heat, a/c and fronteir DSL high speed internet. Great storage space behind 1st garage plus separate 2 car garage. Outside, enjoy sunny 2.8 acres with mostly level backyard area and dog run at back of property near well. Set in the highly desirable, quiet Sklyine area, just 15 minutes to town and best Los Gatos Schools: Lakeside elementary school, CT English Middle, and Los Gatos High.

181 Spring Water LN, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: Georgia Howard from Compass

$1,448,000
3 Beds 3 Baths ML82051793 MLS Villa de Los Gatos BLDG.
Set within the desirable Villa de Los Gatos community, this beautifully maintained townhouse offers generous living spaces, excellent community amenities, and a highly sought-after Los Gatos location. The inviting interior opens to a spacious living room with rich hardwood floors extending throughout the main living areas. Just beyond, the kitchen features abundant cabinetry, stainless steel appliances, and a garden window overlooking the backyard. The dining area, complete with a built-in buffet, provides an ideal setting for meals with family and friends. A glass door opens to a private, sun-filled patio, creating a seamless indoor-outdoor connection. A convenient powder bath and laundry area complete the main level. Upstairs, three freshly-painted bedrooms offer a bright and comfortable retreat. The primary suite features generous closet space with built-ins and an en-suite bathroom, while two additional bedrooms share a hall bath. The private rear patio provides access to an oversized, detached two-car garage with built-in storage. Residents enjoy access to a community pool and clubhouse surrounded by mature trees and manicured grounds. Enjoy comfortable Los Gatos living just minutes from downtown Los Gatos, parks, shopping, and dining, with top-rated schools steps away!

16345 Los Gatos BLVD 6, Los Gatos

Listed by Eric McCafferty, 408-656-1617 from Golden Gate Sotheby's International Realty
(If provided) CoList: Amy McCafferty from Golden Gate Sotheby's International Realty

$1,550,000
3 Beds 3 Baths ML82048042 MLS
NEW PRICE!!! Experience the perfect blend of refined living & mountain serenity in this immaculate Los Gatos home. Surrounded by natural beauty on 1.3 acres, mature fruit trees & a separate vegetable garden. Just outside your front door, the property unfolds into a tranquil English garden. Delight in all the garden views from the comfort of the homes wraparound porch. This unique estate offers versatility, elegance, with plenty of room to live, work & entertain. The spacious 2,401 sq main home features 3 large BR, 3 full BA, a formal living room, formal dining, a beautiful eat-in-kitchen with breakfast bar, expansive rear deck, a separate laundry room, and a flexible bonus room which can be used as a family room, office, or hobby room. The abundant 990 sq barn is perfect for storage, cars, boats, RV, workshop or hobbies. An adorable, permitted turnkey/move-in ready 952 sq ADU is perfect for guests or rental income. The ADU features a 1 BR/1 BA with an upstairs loft, & in-unit washer & dryer, complete with outdoor space for entertaining, and its own storage space & parking. Avg. rental rates for an ADU is $2500-$3200. Award winning Los Gatos Schools. A magical setting with your own storybook home for you to cherish offering lifestyle, tranquility and space.

14380 Long Ridge RD, Los Gatos

Listed by Scott Green, 408-761-2092 from Compass
(If provided) CoList: from

$5,500,000
3 Beds 2 Baths ML82047686 MLS
A rare, fully improved private estate compound opportunity in Los Gatos. Set across 8.23 secluded acres just 20 minutes from downtown, this extraordinary property offers immediate luxury living today and a dramatically accelerated path to a future world-class custom estate! Accessed through two secure electric gates and a long stone-paver drive, the property includes an architecturally designed luxury guest residence with sophisticated smart-home integration, floor-to-ceiling glass, automatic shades, wide-plank engineered hardwoods, quartz finishes, steam shower, expansive view deck, spa, dual EV charging, and high-speed Starlink connectivity. What makes this offering exceptionally rare is the immense infrastructure and time-compression value already in place: premium flat buildable estate area, completed site work, permitted septic infrastructure, domestic well, substantial water storage, advanced solar and intelligent battery microgrid, and the ability to bypass years of planning, excavation, and development complexity. A true private sanctuary with top Los Gatos schools, exceptional proximity to Silicon Valley, and extraordinary optionality for the visionary buyer seeking a legacy estate, luxury retreat, or multi-generational compound.

19751 Hicks RD, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,250,000
3 Beds 3 Baths ML82041703 MLS BIG REDWOOD PARK BLDG.
Redwood Canyon Retreat, Mountain Living, Convenience and Lifestyle! Tucked among towering redwoods, 15 min to Los Gatos, 20 min to Santa Cruz, easy Hwy 17 access via the Glenwood cutoff. This beautifully remodeled 3-bed, 3-bath mountain home delivers serenity without sacrificing convenience. With 2,744 sq ft of permitted living space across two renovated structures - Premium Wolf appliances, quartz countertops, hardwood floors and three gas fireplaces set the tone inside, while sweeping redwood decks and forest views complete the picture outside. The primary suite features a stone fireplace, hardwood floors, private deck access and redwood forest views. A second fully remodeled bathroom stuns with marble tile, backlit LED mirror, vessel sink, rain-head shower and matte-black fixtures - a spa-level finish rarely found at this price. The lower level functions as a self-contained 1-bed/1-bath unit and with a permitted guest cottage they EACH could generate ~ $1.8k-2.2k/month, offsetting ~ $4k of a monthly mortgage. Live in the main home and earn income from two units. 2-car garage, workshop, spacious parking, auto sprinklers and BBQ area. Top-rated Scotts Valley schools. Mountain escape. City access. Income potential. Rarely does one property deliver all three.

18485 Main BLVD, Los Gatos

Listed by Daniil Gorkov, 408-444-1093 from Beverly & Company
(If provided) CoList: from

$4,750,000
3 Beds 2 Baths ML82042918 MLS
Rare Commercial Tourism (CT) Opportunity on Highway 17 with 586' of frontage! Situated at the summit of scenic Highway 17 between Los Gatos and Santa Cruz, this versatile 2.34-acre parcel offers endless possibilities for investors and business owners. This must-see property features high-visibility highway frontage with a dedicated turn lane and is improved with a charming 3-bedroom, 2-bathroom house, a former restaurant building with a full kitchen, a 4-car garage, and three 12x14 cottages with a dedicated 8x8 bathroom facility. Benefit from massive exposure with over 40,000 vehicles passing daily, with even higher volumes on weekends and holidays. Offering unlimited business potential for a boutique lodge, destination eatery, retail shop, or service-oriented venture. Bring your vision to this iconic Santa Cruz Mountains site! Buyer to verify all intended uses, sizes, permits, statues/legality of all existing structures and zoning requirements with the Santa Cruz County Planning Department.

22990 Santa Cruz Highway 17, Los Gatos

Listed by Paul Oh, 669-888-4967 from New Star Realty Silicon Valley
(If provided) CoList: from

$1,599,999
3 Beds 3 Baths ML82042346 MLS Charter Oaks BLDG.
Experience the best of Los Gatos living in this beautifully updated 3-bedroom, 2.5-bath townhome offering 1,574 sq ft of thoughtfully designed space. A charming front courtyard welcomes you in, perfect for morning coffee or relaxed entertaining. Inside, hardwood floors, fresh interior paint, and modern light fixtures create a warm, elevated feel throughout. The kitchen features granite countertops, quality cabinetry, and top-of-the-line appliances, flowing seamlessly into the dining and living areas. The primary suite offers a private balcony and walk-in closet, while two additional bedrooms with new carpet provide flexibility for guests or a home office. Enjoy HOA amenities including a pool, spa, and clubhouse, plus a detached 2-car garage and private back patio. HOA covers water. Ideally located just steps from the Los Gatos Creek Trail and moments to downtown Los Gatos with its renowned dining, shopping, and fitness options including Bay Club Courtside and The Club at Los Gatos. Commuters will appreciate easy access to Highways 85 & 17 and proximity to major tech campuses like Netflix, Barracuda, and Good Samaritan Hospital. Located within the highly sought-after Los Gatos-Saratoga Joint Union High School District.

104 Cherry Hill CT, Los Gatos

Listed by Christina M. Rubino, 408-728-3192 from Christie's International Real Estate Sereno
(If provided) CoList: from

$625,000
3 Beds 2 Baths ML82041033 MLS
Set on 17 private acres in the Santa Cruz Mountains, this off-grid 3 bedroom, 2 bathroom property offers privacy, space, and a great setup for those looking for a horse property or peaceful mountain retreat. With plenty of usable land for riding, exploring, or enjoying the outdoors, the property also offers space for hiking trails, mountain biking, ATV adventures, and more. The home is designed to take advantage of the natural surroundings with spacious decks ideal for outdoor dining, entertaining, or relaxing under the stars. A detached two-car garage adds extra flexibility for storage, hobbies, or workshop space. Inside, recent updates include durable LVP flooring and a comfortable layout with abundant natural light. Located within a gated ~300 acre community, the property feels private and tucked away while still being about 30 minutes from town and everyday conveniences. Set within the highly regarded Los Gatos school district, this is a rare opportunity to enjoy acreage, privacy, and mountain living with room to make it your own.

2950 Bear Canyon RD, Los Gatos

Listed by Pavlina&Tarantino, 831-275-7315 from Room Real Estate
(If provided) CoList: Dylan Linde from Room Real Estate

$1,399,000
3 Beds 3 Baths ML82040197 MLS
This beautiful home sits on a peaceful parcel offering privacy, open space, & stunning natural surroundings while remaining conveniently close to town.The main level includes living & entertaining. 2 separate entrances: main front entrance & practical mudroom entry, which is especially convenient throughout the seasons and ideal for families.2nd level, includes spacious office w/ large windows overlooking beautiful green meadow, built-in library, & light-filled workplace.Bedrooms are arranged in split-level layout.Exceptional outdoor living with 2 expansive decks ideal for entertaining/relaxing in nature.Plus a detached 2 car garage, storage shed, woodshed, an A-frame studio ideal for use as an art studio, fitness space, meditation room, or private retreat. Home equipped w/ full-house Guardian 22-kw generator, 2nd floor has air conditioning in bedrooms and office area. Heated by a propane powered forced air system serving both floors. The location is very convenient: approximately 10 minutes to Summit Road Exit and about 20 minutes to downtown Los Gatos, with easy access to Scotts Valley or Los Gatos for shopping, dining, and daily needs.This property offers space, privacy, versatility, and beautiful outdoor living, making it a truly special place to call home.

14161 Old Japanese RD, Los Gatos

Listed by Marisa Irene Thompson, 408-761-0609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,895,000
3 Beds 2 Baths ML82037619 MLS
Ocean Views clear to Monterey from this quiet location nestled in nature! Stunning views every day! Served by top schools & just minutes from downtown Los Gatos and Santa Cruz beaches. This home boasts 1,900 square feet with gleaming hardwood floors; an updated kitchen with quartz counters, breakfast area and bar seating at the center island plus a beautiful view! 3 bedrooms + an office (with a lot); a family room & sunny dining room. You'll love working from home! 2 car garage with storage AND a huge 24 x 48 detached garage/workshop with full bathroom, air compressor, oversized door & pull-through capabilities. The awesome property is 5.69 acres w/over 3 acres fully fenced w/gated entry. Versatility in the land! A small private wine/table grape vineyard + orchard with several varieties of fruit trees including: apple, pear, peach, fig, persimmon, lemon plum, orange & pomegranate. Separate garden space. 10,000 gallons of water storage; an adorable tree house; ample outdoor space for entertaining & plenty of parking! Located in an award winning school district and an easy commute to Santa Cruz or the Silicon Valley this property has it all. Expand the vineyard or enjoy your private harvest! So many possibilities here!

24854 Skyland RD, Los Gatos

Listed by Bobbie J. Herteman, 831-566-5835 from Bobbie Herteman Real Estate
(If provided) CoList: from

$2,900,000
3 Beds 2 Baths ML82027837 MLS
Enjoy sweeping Monterey Bay views, as far as your eyes can see, clean fresh air, and full sun, and your brand-new Custom Home awaits. This private property is the perfect getaway. Gated entrance fruit trees line driveway, elegant concrete steps, open great room, custom lighting, high ceilings, wood trim windows, a beautiful rock Fireplace, baby grand piano, Chefs Kitchen, abundant granite counterspace wrap-around island, pantry, laundry room, 6 car garage ~1200 sqft for all your motorcycles & toys, outdoor kitchen BBQ area, outbuilding could be a guest house, off-grid, solar-powered with a backup generator, flowing tasty water, SURFnet internet ~33 Acres of nature trails to explore, gardening, room to add a pool and hot tub, vineyard, infinity pool, helipad, etc. feels remote, whisked to beach, Silicon Valley, Santa Cruz, Monterey Bay, San Jose & San Francisco airports.

30005 Summit RD, Los Gatos

Listed by Laura Lynn, 831-479-4894 from California Real Estate
(If provided) CoList: from

$1,449,000
3 Beds 3 Baths ML82032455 MLS
Impressive Aldercroft Heights view property, only 10 minutes/6 miles from downtown Los Gatos! Featuring a spacious living room with beamed ceiling, woodburning fireplace, and multiple picture windows framing stunning mountain views... flooding the home with natural light. Gleaming hardwood floors throughout the open concept, upper-level living areas. Formal dining area with vaulted ceiling, bay window. Beautiful kitchen features granite countertops & stainless appliances, vaulted ceiling with skylights. Separate family room/den, or study, with slider to brick patio. Potential 4th bedroom - includes built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, double sliders open to expansive front deck with mountain views. Oversize jetted tub, stall shower and double vanity. Two further bedrooms on lower level, & 3rd full bath. Large recessed laundry area with sink, offers potential for 2nd kitchen. Wine cellar! 3 levels of spacious decking for entertaining or basking in the sun. Enjoy panoramic mountain views from every part of the property! Large walk-in basement, tons of storage areas. 1 car garage and ample driveway parking. Incredible value for a large 1990 quality-built home in the coveted Los Gatos school district - just a few minutes from LGHS!

21386 Sunnyside RD, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

$1,100,000
3 Beds 2 Baths ML82026468 MLS
A stunning Los Gatos sanctuary where peace, beauty and convenience harmonize perfectly with breathtaking views for miles. This inviting home offers 3 beds,2 baths with 1,706 SF, nestled on 4.766 acres of abundant bliss. Soothing sounds of nature create a true sense of escape just minutes from downtown Los Gatos. Wake up to panoramic vistas and gentle morning light streaming through the trees. Experience balance with restorative fresh mountain air inviting you to slow down and breathe deeply. The open living spaces feature large windows that frame the surrounding landscape, blending indoor comfort with the natural splendor outside. Whether you're enjoying dining on the deck at sunset or hosting friends under a canopy of stars, this property embodies the essence of California mountain living, peaceful, private, and profoundly beautiful. This well located property offers an easy commute to Silicon Valleys major employers and top-rated Los Gatos schools (8/8/10 Great Schools ratings). You're close enough to downtown to enjoy world-class restaurants, wineries, concerts, boutique shopping, and weekend farmers markets, yet far enough to truly unwind and recharge. Don't miss this rare opportunity to own a piece of paradise, where convenience meets calm and every day feels like a getaway.

15245 Stetson RD, Los Gatos

Listed by Lisa Provenzano, 408-386-0467 from KW Bay Area Estates
(If provided) CoList: Mario Ramirez from KW Bay Area Estates

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